Cargando…

Grindstone Chemistry: Design, One-Pot Synthesis, and Promising Anticancer Activity of Spiro[acridine-9,2′-indoline]-1,3,8-trione Derivatives against the MCF-7 Cancer Cell Line

In this study, the synthesis of one-pot 10-phenyl-3,4,6,7-tetrahydro-1H-spiro [acridine-9,2′-indoline]-1,3,8-trione derivatives was achieved via a four-component cyclocondensation reaction, which was carried out in solvent-free conditions, and using p-toluenesulfonic acid (p-TSA) as a catalyst. The...

Descripción completa

Detalles Bibliográficos
Autores principales: Gobinath, Perumal, Packialakshmi, Ponnusamy, Daoud, Ali, Alarifi, Saud, Idhayadhulla, Akbar, Radhakrishnan, Surendrakumar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7763815/
https://www.ncbi.nlm.nih.gov/pubmed/33322433
http://dx.doi.org/10.3390/molecules25245862
_version_ 1783628107996987392
author Gobinath, Perumal
Packialakshmi, Ponnusamy
Daoud, Ali
Alarifi, Saud
Idhayadhulla, Akbar
Radhakrishnan, Surendrakumar
author_facet Gobinath, Perumal
Packialakshmi, Ponnusamy
Daoud, Ali
Alarifi, Saud
Idhayadhulla, Akbar
Radhakrishnan, Surendrakumar
author_sort Gobinath, Perumal
collection PubMed
description In this study, the synthesis of one-pot 10-phenyl-3,4,6,7-tetrahydro-1H-spiro [acridine-9,2′-indoline]-1,3,8-trione derivatives was achieved via a four-component cyclocondensation reaction, which was carried out in solvent-free conditions, and using p-toluenesulfonic acid (p-TSA) as a catalyst. The product was confirmed by FT-IR, (1)H-NMR, (13)C-NMR, mass spectra, and elemental analysis. Furthermore, the anticancer activity was screened for all compounds. Among these compounds, compound 1c was more effective (GI(50) 0.01 µm) against MCF-7 cancer cell lines than standard and other compounds. Therefore, the objective of this study was achieved with a few promising molecules having been demonstrated to be potential anticancer agents.
format Online
Article
Text
id pubmed-7763815
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-77638152020-12-27 Grindstone Chemistry: Design, One-Pot Synthesis, and Promising Anticancer Activity of Spiro[acridine-9,2′-indoline]-1,3,8-trione Derivatives against the MCF-7 Cancer Cell Line Gobinath, Perumal Packialakshmi, Ponnusamy Daoud, Ali Alarifi, Saud Idhayadhulla, Akbar Radhakrishnan, Surendrakumar Molecules Article In this study, the synthesis of one-pot 10-phenyl-3,4,6,7-tetrahydro-1H-spiro [acridine-9,2′-indoline]-1,3,8-trione derivatives was achieved via a four-component cyclocondensation reaction, which was carried out in solvent-free conditions, and using p-toluenesulfonic acid (p-TSA) as a catalyst. The product was confirmed by FT-IR, (1)H-NMR, (13)C-NMR, mass spectra, and elemental analysis. Furthermore, the anticancer activity was screened for all compounds. Among these compounds, compound 1c was more effective (GI(50) 0.01 µm) against MCF-7 cancer cell lines than standard and other compounds. Therefore, the objective of this study was achieved with a few promising molecules having been demonstrated to be potential anticancer agents. MDPI 2020-12-11 /pmc/articles/PMC7763815/ /pubmed/33322433 http://dx.doi.org/10.3390/molecules25245862 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Gobinath, Perumal
Packialakshmi, Ponnusamy
Daoud, Ali
Alarifi, Saud
Idhayadhulla, Akbar
Radhakrishnan, Surendrakumar
Grindstone Chemistry: Design, One-Pot Synthesis, and Promising Anticancer Activity of Spiro[acridine-9,2′-indoline]-1,3,8-trione Derivatives against the MCF-7 Cancer Cell Line
title Grindstone Chemistry: Design, One-Pot Synthesis, and Promising Anticancer Activity of Spiro[acridine-9,2′-indoline]-1,3,8-trione Derivatives against the MCF-7 Cancer Cell Line
title_full Grindstone Chemistry: Design, One-Pot Synthesis, and Promising Anticancer Activity of Spiro[acridine-9,2′-indoline]-1,3,8-trione Derivatives against the MCF-7 Cancer Cell Line
title_fullStr Grindstone Chemistry: Design, One-Pot Synthesis, and Promising Anticancer Activity of Spiro[acridine-9,2′-indoline]-1,3,8-trione Derivatives against the MCF-7 Cancer Cell Line
title_full_unstemmed Grindstone Chemistry: Design, One-Pot Synthesis, and Promising Anticancer Activity of Spiro[acridine-9,2′-indoline]-1,3,8-trione Derivatives against the MCF-7 Cancer Cell Line
title_short Grindstone Chemistry: Design, One-Pot Synthesis, and Promising Anticancer Activity of Spiro[acridine-9,2′-indoline]-1,3,8-trione Derivatives against the MCF-7 Cancer Cell Line
title_sort grindstone chemistry: design, one-pot synthesis, and promising anticancer activity of spiro[acridine-9,2′-indoline]-1,3,8-trione derivatives against the mcf-7 cancer cell line
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7763815/
https://www.ncbi.nlm.nih.gov/pubmed/33322433
http://dx.doi.org/10.3390/molecules25245862
work_keys_str_mv AT gobinathperumal grindstonechemistrydesignonepotsynthesisandpromisinganticanceractivityofspiroacridine92indoline138trionederivativesagainstthemcf7cancercellline
AT packialakshmiponnusamy grindstonechemistrydesignonepotsynthesisandpromisinganticanceractivityofspiroacridine92indoline138trionederivativesagainstthemcf7cancercellline
AT daoudali grindstonechemistrydesignonepotsynthesisandpromisinganticanceractivityofspiroacridine92indoline138trionederivativesagainstthemcf7cancercellline
AT alarifisaud grindstonechemistrydesignonepotsynthesisandpromisinganticanceractivityofspiroacridine92indoline138trionederivativesagainstthemcf7cancercellline
AT idhayadhullaakbar grindstonechemistrydesignonepotsynthesisandpromisinganticanceractivityofspiroacridine92indoline138trionederivativesagainstthemcf7cancercellline
AT radhakrishnansurendrakumar grindstonechemistrydesignonepotsynthesisandpromisinganticanceractivityofspiroacridine92indoline138trionederivativesagainstthemcf7cancercellline